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Regioselective synthesis of 2,3-disubstituted 1-alkyl pyrrolo[2,3-b] quinoxalines through palladium-catalyzed Heck reaction of chalcones and evaluation of their anti-bacterial activities

Author:
Besharati-Seidani, Tayebeh, Keivanloo, Ali, Kaboudin, Babak, Yoshida, Akihiro, Yokomatsu, Tsutomu
Source:
Tetrahedron 2018 v.74 no.19 pp. 2350-2358
ISSN:
0040-4020
Subject:
antibacterial properties, antibiotics, catalytic activity, chalcones, chemical reactions, chemical structure, dimethyl sulfoxide, palladium, quinoxalines, regioselectivity
Abstract:
The regioselective synthesis of 1-alkyl-2-aryl-3-acyl pyrrolo[2,3-b]quinoxalines through palladium-catalyzed Heck coupling reaction/heteroannulation was reported. The reaction of N-alkyl/benzyl-3-chloroquinoxaline-2-amines with chalcones catalyzed by Pd(OAc)2 in the presence of KOᵗBu, as the base, in DMSO afforded the desired products in good-to-high yields. The MIC and MBC determinations revealed that these compounds could be used in the future research works for the development of antibiotics.
Agid:
6130831